JPS5947260A - Azulenium salt - Google Patents
Azulenium saltInfo
- Publication number
- JPS5947260A JPS5947260A JP16015682A JP16015682A JPS5947260A JP S5947260 A JPS5947260 A JP S5947260A JP 16015682 A JP16015682 A JP 16015682A JP 16015682 A JP16015682 A JP 16015682A JP S5947260 A JPS5947260 A JP S5947260A
- Authority
- JP
- Japan
- Prior art keywords
- formula
- salt
- azulenium salt
- compd
- perchlorate
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Granted
Links
Abstract
Description
【発明の詳細な説明】 本発明は、新規なアズレニウム塩に関するものである。[Detailed description of the invention] The present invention relates to novel azulenium salts.
本発明の目的は、新規なアズレニウム塩を提供すること
にある。An object of the present invention is to provide a novel azulenium salt.
本発明によるアズレニウム塩は、下記化学構造式（１）
によって表わされる。The azulenium salt according to the present invention has the following chemical structural formula (1):
is expressed by
式中、八〇はバークロレート、ピクレート、フルオロボ
レート、ｐ−トルエンスルフォネート、パーフイオダイ
ド、クロライド、ブロマイド又−８ｏｃｉｅｔｙ″Ｐ、
１，１１０〜Ｐ、１，１１７（１９５８年）、同Ｐ、
４９４〜Ｐ、５０１（１９６０年）又は同Ｐ、３，５７
９〜３．５９３（１９６１年）に記載されたアズレンと
アルデヒドの縮合反応系を利用することによって容易に
合成することができる。すなわち、アズレンとしてグア
イアズレンを用い、アルデヒドとしてｐ−ジメチルアミ
ノシンナムアルデヒドを用いることによって得ることが
できる。In the formula, 80 is barchlorate, picrate, fluoroborate, p-toluenesulfonate, perfiodide, chloride, bromide or -8ociety''P,
1,110-P, 1,117 (1958), same P,
494-P, 501 (1960) or the same P, 3,57
It can be easily synthesized by utilizing the condensation reaction system of azulene and aldehyde described in 9-3.593 (1961). That is, it can be obtained by using guaiazulene as the azulene and p-dimethylaminocinnamaldehyde as the aldehyde.
用いられる反応溶媒としては、氷酢酸、酢酸、蟻酸、プ
ロピオン酸などの有機酸やジオキサン、テトラヒドロフ
ランの脂環式エーテルなどを挙げることができる。Examples of the reaction solvent used include organic acids such as glacial acetic acid, acetic acid, formic acid, and propionic acid, and alicyclic ethers of dioxane and tetrahydrofuran.
反応中の温度は、室温〜沸点の範囲から選択できるが、
一般的には８０℃〜１２０℃が適当で、好ましくは１０
０℃〜１１０℃である。又、反応はＩＯ分〜１時間の反
応時間で行なわｎ、好ましくは２０分〜３０分で行なわ
れる。The temperature during the reaction can be selected from the range of room temperature to boiling point,
Generally, a temperature of 80°C to 120°C is appropriate, preferably 10°C.
It is 0°C to 110°C. The reaction is carried out for a reaction time of 10 minutes to 1 hour, preferably 20 minutes to 30 minutes.
本発明のアズレニウム塩は、染料や顔料として用いるこ
とができ、特に電子写真感光体やレーザにより書き込み
と読み出しが可能な光デイスク用記録体などの分野でそ
の有用性を期待されるものである。The azulenium salt of the present invention can be used as a dye or a pigment, and is expected to be particularly useful in fields such as electrophotographic photoreceptors and recording materials for optical discs that can be written and read by laser.
以下、本発明を実施例に従って説明する。Hereinafter, the present invention will be explained according to examples.
実施例１
酢酸５０ ｍｌ中にｐ−ジメチルアミノシンナミックア
ルデヒド１．７７ ｇとグアイアズレン（アルドリッチ
・ケミカル社ｆｉ：Ｇ１，１００−４）２．０ｇ”ｉ加
えて、溶解した後１０３℃に加熱した。次いで、７０チ
過塩素酸１０ｒｒＪを加えた後、１０３℃〜１０６℃で
２０分間加熱しながら攪拌した後、冷却した。この反応
液を一昼夜放置して生成した析出物を沢別し、これを５
０ｍβの酢酸で３回洗浄した。次に、２５０ｍ７１の水
で２回洗浄および沢過を繰り返した後、２５０ｒ＋Ｊの
エチルアルコールで２回洗浄および濾過を繰り返してか
ら乾燥したところ１．ｓｓｇ（収率４０．９チ）の染料
を得な。Example 1 1.77 g of p-dimethylaminocinnamic aldehyde and 2.0 g of guaiazulene (Aldrich Chemical Company fi: G1,100-4) were added to 50 ml of acetic acid, dissolved, and heated to 103°C. Next, 10 rrJ of 70% perchloric acid was added, and the mixture was heated and stirred at 103°C to 106°C for 20 minutes, and then cooled. 5
Washed three times with 0 mβ acetic acid. Next, after repeating washing and filtering twice with 250 m71 of water, washing and filtering twice with 250 r+J of ethyl alcohol, and drying. Obtain a dye of ssg (yield: 40.9cm).
融点：１４８℃〜１５１ ℃
溶液吸収スペクトル（ジクロルメタン中）：λｍａｘ
＝ ７２８１ｍ
元素分析：分子式 ａ、、Ｈ，。０ＡＮＯ４計算値（イ
）） 分析値（支））０ ６８．４８
６８．５７Ｈ６，６４６，７３
Ｎ ３．０７ ３．１４ＣＩ
７．７７ ７．６４赤外吸収スペクトル
：第１図に示す特性Melting point: 148°C to 151°C Solution absorption spectrum (in dichloromethane): λmax
= 7281m Elemental analysis: Molecular formula a,,H,. 0ANO4 Calculated value (A)) Analysis value (Sub)) 0 68.48
68.57H6,646,73 N 3.07 3.14CI
7.77 7.64 Infrared absorption spectrum: Characteristics shown in Figure 1
第１図は、本発明の化合物の赤外吸収スペクトルを示す
説明図である。FIG. 1 is an explanatory diagram showing the infrared absorption spectrum of the compound of the present invention.
Claims (1)
Priority Applications (6)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP16015682A JPS5947260A (en) | 1982-09-13 | 1982-09-13 | Azulenium salt |
| US06/500,978 US4548886A (en) | 1982-06-08 | 1983-06-03 | Radiation sensitive organic thin film comprising an azulenium salt |
| GB08315676A GB2124616B (en) | 1982-06-08 | 1983-06-08 | Radiation-sensitive film |
| DE3348197A DE3348197C2 (en) | 1982-06-08 | 1983-06-08 | |
| DE19833320674 DE3320674A1 (en) | 1982-06-08 | 1983-06-08 | RADIATION-SENSITIVE THIN FILM |
| US06/620,821 US4565761A (en) | 1982-06-08 | 1984-06-15 | Electrophotographic process utilizing an azulenium salt-containing photosensitive member |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP16015682A JPS5947260A (en) | 1982-09-13 | 1982-09-13 | Azulenium salt |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS5947260A true JPS5947260A (en) | 1984-03-16 |
| JPH0144742B2 JPH0144742B2 (en) | 1989-09-29 |
Family
ID=15709078
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP16015682A Granted JPS5947260A (en) | 1982-06-08 | 1982-09-13 | Azulenium salt |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS5947260A (en) |
-
1982
- 1982-09-13 JP JP16015682A patent/JPS5947260A/en active Granted
Also Published As
| Publication number | Publication date |
|---|---|
| JPH0144742B2 (en) | 1989-09-29 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| JPS5941363A (en) | Pyrylium dye, thiopyrylium dye and its preparation | |
| JPS6324245A (en) | Optical recording material | |
| JPH0745509B2 (en) | Nickel complex | |
| JPH03103476A (en) | Metal-containing indoaniline based compound | |
| JPS5947260A (en) | Azulenium salt | |
| DE3721850A1 (en) | Indoline-carbocyanine dyes | |
| JPH07179454A (en) | Diarylethene-based compound | |
| JPH0142304B2 (en) | ||
| JPS62232461A (en) | Cyanine dye | |
| JPH0559025A (en) | Diarylethene compound | |
| JPH0244475B2 (en) | FUTAROSHIANIN KAGOBUTSU | |
| JPS6236469A (en) | Indolenine compound and optical recording medium containing the same | |
| JP3221139B2 (en) | Bis-squarylium compounds | |
| JPH0413354B2 (en) | ||
| JPS62145048A (en) | Azulene derivative | |
| JPH06313118A (en) | Marker dye and intermediate for marker dye | |
| JP3745405B2 (en) | Method for producing glutaconaldehyde dianil derivative | |
| JPH023449A (en) | New near-infrared absorptive coloring matter | |
| JPH04169582A (en) | Thiophene compound | |
| JPH03261787A (en) | Spiropyran-based compound | |
| JPH03146565A (en) | Cyanine dye and photo-absorbing composition containing the same | |
| JPH08245895A (en) | Bissquarylium compound | |
| JPH06313117A (en) | Marker dye and intermediate for marker dye | |
| JPS60260545A (en) | Novel aniline derivative and its preparation | |
| JPH0359107B2 (en) |